Call us at (860) 909-8066 to learn more about active adult communities in Winsted

Winsted, CT 55+ active adult communities & homes for sale

74 communities near Winsted

Sort by:

Relevance

Relevance

No reviews yet Clockmaker's Hill
$100Ks - $100Ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes
3 rating (2 reviews) Heritage Hills
$300Ks - $900Ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
3.6 rating (7 reviews) Heritage Village
$100Ks - $400Ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
No reviews yet Rivington
$400Ks - $900Ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
4 rating (1 reviews) Jefferson Village
$300Ks - $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes
Want to learn more about 55+ communities in Winsted? 55places can help!
Questions? Call us: (860) 909-8066
No reviews yet Oronoque Village
$400Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
No reviews yet The Village at Oxford Gre...
$500Ks - $600Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
No reviews yet Spring Lake Village
$200Ks - $300Ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
No reviews yet Regency at Prospect
$400Ks - $400Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
No reviews yet The Retreat at Carmel
$300Ks - $600Ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet Meadow Brook Estates
$500Ks - $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
No reviews yet The Summit at Bethel
$600Ks - $700Ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
4.9 rating (14 reviews) Chatfield Farms
$500Ks - $500Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
No reviews yet Regency at Wappinger
$700Ks - $800Ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes
No reviews yet The Powder Forest Homes
$600Ks - $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
Want to learn more about 55+ communities in Winsted? 55places can help!
Questions? Call us: (860) 909-8066
5 rating (1 reviews) Newtown Woods
$400Ks - $600Ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
No reviews yet Beckley Farms
$300Ks - $400Ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
No reviews yet Regency at Fishkill
$500Ks - $500Ks
Regency at Fishkill, Fishkill, NY
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes
No reviews yet South Pond Village
$200Ks - $400Ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
No reviews yet Fieldstone Village
$500Ks - $800Ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet North Woods of Colchester
$300Ks - $400Ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
No reviews yet Fairview at Oxford Greens
$500Ks - $600Ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
3.5 rating (2 reviews) Harvest Pointe
$800Ks - $3Ms
Harvest Pointe, Cutchogue, NY
New Construction | 55+ age-restricted | Built 2017 - present | 124 homes
No reviews yet Newbury Village
$400Ks - $500Ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes
No reviews yet The Gardens of Wilbraham
$300Ks - $400Ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
Want to learn more about 55+ communities in Winsted? 55places can help!
Questions? Call us: (860) 909-8066
No reviews yet O'Meara Farm
$400Ks - $500Ks
O'Meara Farm, Farmington, CT
Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes
No reviews yet Liberty at Newtown
$300Ks - $400Ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
No reviews yet Founders Village
$500Ks - $500Ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes
No reviews yet Pond Spring Village
$300Ks - $300Ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
No reviews yet Glassbury Court at Cold S...
$700Ks - $700Ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet Castle Heights of Cheshir...
$500Ks - $600Ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes
5 rating (1 reviews) Paris Square
$400Ks - $700Ks
Paris Square, Northvale, NJ
New and Resale | 55+ age-restricted | Built 2000 - present | 88 homes
No reviews yet Baldwin Station
$400Ks - $400Ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
No reviews yet Bartlett Hill
$500Ks - $500Ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
5 rating (2 reviews) Benson Woods
$400Ks - $600Ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
Want to learn more about 55+ communities in Winsted? 55places can help!
Questions? Call us: (860) 909-8066
No reviews yet Shaker Heights
$400Ks - $500Ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
5 rating (3 reviews) Founders Ridge
$500Ks - $600Ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
No reviews yet Long Hill Village
$300Ks - $400Ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
No reviews yet Regency at Woodbridge
$500Ks - $700Ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
No reviews yet The Village at Hunt Glen
$300Ks - $300Ks
The Village at Hunt Glen, Granby, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes
The Gardens of Wilbraham 45 IVY CIR # 45, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$495,000

2 beds

|

3 baths

|

1,752 sq ft

|

Condo

45 IVY CIR # 45, WILBRAHAM, MA, 01095
Paris Square 152 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647
$775,000

3 beds

|

3 baths

|

Townhouse

152 RIO VISTA LN, NORTHVALE, NJ, 07647
Community: Paris Square
Paris Square 2301 RIO VISTA LN # 2301, NORTHVALE, NJ,..., Northvale, NJ 07647
$699,999

3 beds

|

2 baths

|

Condo

2301 RIO VISTA LN # 2301, NORTHVALE, NJ,...
Community: Paris Square
Spring Lake Village 42 VILLAGE RD # 42, SOUTHINGTON, CT, 064..., Southington, CT 06489
$219,000

1 beds

|

1 baths

|

860 sq ft

|

Condo

42 VILLAGE RD # 42, SOUTHINGTON, CT, 064...
Community: Spring Lake Village
Beckley Farms 221 SCENIC DR # 221, BERLIN, CT, 06037, Berlin, CT 06037
$639,000

3 beds

|

2 baths

|

1,892 sq ft

|

Condo

221 SCENIC DR # 221, BERLIN, CT, 06037
Community: Beckley Farms
Want to learn more about 55+ communities in Winsted? 55places can help!
Questions? Call us: (860) 909-8066
Oronoque Village 156 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$469,000

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

156 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Spring Lake Village 472 CARRIAGE DR # 472, SOUTHINGTON, CT, ..., Southington, CT 06489
$299,000

2 beds

|

2 baths

|

1,188 sq ft

|

Condo

472 CARRIAGE DR # 472, SOUTHINGTON, CT, ...
Community: Spring Lake Village
The Summit at Bethel 63 GREAT HILL DR # 63, BETHEL, CT, 06801, Bethel, CT 06801
$725,000

3 beds

|

3 baths

|

2,743 sq ft

|

Condo

63 GREAT HILL DR # 63, BETHEL, CT, 06801
Spring Lake Village 6 LAKEVIEW DR # 6, SOUTHINGTON, CT, 0648..., Southington, CT 06489
$284,900

3 beds

|

3 baths

|

1,471 sq ft

|

Condo

6 LAKEVIEW DR # 6, SOUTHINGTON, CT, 0648...
Community: Spring Lake Village
Oronoque Village 635 NORTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$659,900

2 beds

|

3 baths

|

1,642 sq ft

|

Condo

635 NORTH TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Oronoque Village 588 ARAPAHO LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$419,999

1 beds

|

2 baths

|

1,438 sq ft

|

Condo

588 ARAPAHO LN B, STRATFORD, CT, 06614
Community: Oronoque Village
South Pond Village 175 THISTLE POND DR # 175, BLOOMFIELD, C..., Bloomfield, CT 06002
$399,000

2 beds

|

2 baths

|

1,535 sq ft

|

Condo

175 THISTLE POND DR # 175, BLOOMFIELD, C...
Community: South Pond Village
The Woods at Dunham Pond 48 HERON VIEW RD # 48, NEW FAIRFIELD, CT..., New Fairfield, CT 06812
$449,900

1 beds

|

3 baths

|

1,550 sq ft

|

Condo

48 HERON VIEW RD # 48, NEW FAIRFIELD, CT...
Heritage Hills 331 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$395,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

331 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Jefferson Village 84 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598
$375,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

84 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,...
Community: Jefferson Village
Want to learn more about 55+ communities in Winsted? 55places can help!
Questions? Call us: (860) 909-8066
Heritage Hills 133 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$700,000

3 beds

|

2 baths

|

1,780 sq ft

|

Condo

133 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Jefferson Village 6 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059..., Yorktown Heights, NY 10598
$400,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

6 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059...
Community: Jefferson Village
Heritage Hills 957 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589
$659,000

2 beds

|

3 baths

|

1,559 sq ft

|

Condo

957 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
Jefferson Village 4 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059..., Yorktown Heights, NY 10598
$450,000

2 beds

|

1 baths

|

975 sq ft

|

Condo

4 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059...
Community: Jefferson Village
Jefferson Village 32 CAMBRIDGE CT A, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598
$375,000

2 beds

|

1 baths

|

951 sq ft

|

Condo

32 CAMBRIDGE CT A, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
New Regency at Wappinger 44 LINWOOD DR, WAPPINGERS FALLS, NY, 125..., Wappingers Falls, NY 12590
$750,000

2 beds

|

2 baths

|

1,924 sq ft

|

Condo

44 LINWOOD DR, WAPPINGERS FALLS, NY, 125...
Jefferson Village 108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598
$469,900

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
Jefferson Village 18 HASTINGS CT E, YORKTOWN, NY, 10598, Yorktown, NY 10598
$325,000

1 beds

|

1 baths

|

725 sq ft

|

Condo

18 HASTINGS CT E, YORKTOWN, NY, 10598
Community: Jefferson Village
Jefferson Village 120 COLUMBIA CT G, YORKTOWN, NY, 10598, Yorktown, NY 10598
$359,000

1 beds

|

1 baths

|

925 sq ft

|

Condo

120 COLUMBIA CT G, YORKTOWN, NY, 10598
Community: Jefferson Village
Jefferson Village 101 VILLAGE RD A, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598
$650,000

2 beds

|

2 baths

|

1,555 sq ft

|

Condo

101 VILLAGE RD A, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
Want to learn more about 55+ communities in Winsted? 55places can help!
Questions? Call us: (860) 909-8066
Jefferson Village 143 FLINTLOCK WAY D, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$449,900

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

143 FLINTLOCK WAY D, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
The Retreat at Carmel 31 LANGDON GROVE, CARMEL, NY, 10512, Carmel, NY 10512
$675,000

2 beds

|

2 baths

|

1,979 sq ft

|

House

31 LANGDON GROVE, CARMEL, NY, 10512
Heritage Hills 348 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$615,000

2 beds

|

2 baths

|

1,428 sq ft

|

Condo

348 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Jefferson Village 73 INDEPENDENCE CT D, YORKTOWN, NY, 1059..., Yorktown, NY 10598
$385,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

73 INDEPENDENCE CT D, YORKTOWN, NY, 1059...
Community: Jefferson Village
Jefferson Village 92 MOLLY PITCHER LN B, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598
$379,900

1 beds

|

1 baths

|

800 sq ft

|

Condo

92 MOLLY PITCHER LN B, YORKTOWN HEIGHTS,...
Community: Jefferson Village
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Jefferson Village 34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1..., Yorktown Heights, NY 10598
$425,000

2 beds

|

2 baths

|

970 sq ft

|

Townhouse

34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1...
Community: Jefferson Village
Jefferson Village 96 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598
$350,000

2 beds

|

2 baths

|

1,050 sq ft

|

Condo

96 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,...
Community: Jefferson Village
Jefferson Village 20 HASTINGS CT A, YORKTOWN, NY, 10598, Yorktown, NY 10598
$338,000

1 beds

|

1 baths

|

725 sq ft

|

Condo

20 HASTINGS CT A, YORKTOWN, NY, 10598
Community: Jefferson Village
Jefferson Village 40 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$599,900

2 beds

|

2 baths

|

1,350 sq ft

|

Condo

40 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Founders Village 2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971, Southold, NY 11971
$529,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971
Community: Founders Village
Want to learn more about 55+ communities in Winsted? 55places can help!
Questions? Call us: (860) 909-8066
Founders Village 2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971, Southold, NY 11971
$527,500

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971
Community: Founders Village
Jefferson Village 156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598
$359,000

1 beds

|

1 baths

|

850 sq ft

|

Condo

156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
Whitney Glen 34 WHITNEY GLN # 34, WESTPORT, CT, 06880, Westport, CT 06880
$815,000

2 beds

|

3 baths

|

1,400 sq ft

|

Condo

34 WHITNEY GLN # 34, WESTPORT, CT, 06880
Community: Whitney Glen
Heritage Village 953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$279,900

1 beds

|

1 baths

|

928 sq ft

|

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 231 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

231 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village

Frequently Asked Questions


Want more information about active adult communities around Winsted?

Global - Lead Form - Buyer or Renter

*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

74 communities near Winsted
Remove Boundaries ×
Map Satellite

Want to learn more about 55+ communities in Winsted?

Call us: (860) 909-8066

Call Us Call Us
Scroll to Top